ID: ALA3318324

Max Phase: Preclinical

Molecular Formula: C24H19ClN4O4S

Molecular Weight: 494.96

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(Nc1ccc(Sc2ccc([N+](=O)[O-])cc2)cc1)O[C@H](Cn1ccnc1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C24H19ClN4O4S/c25-18-3-1-17(2-4-18)23(15-28-14-13-26-16-28)33-24(30)27-19-5-9-21(10-6-19)34-22-11-7-20(8-12-22)29(31)32/h1-14,16,23H,15H2,(H,27,30)/t23-/m1/s1

Standard InChI Key:  RMVSYBKSIWTOER-HSZRJFAPSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 494.96

Molecular Weight (Monoisotopic): 494.0816

AlogP: 6.59

#Rotatable Bonds: 8

Polar Surface Area: 99.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.97

CX Basic pKa: 6.77

CX LogP: 6.25

CX LogD: 6.19

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -1.45

References

1. Friggeri L, Hargrove TY, Rachakonda G, Williams AD, Wawrzak Z, Di Santo R, De Vita D, Waterman MR, Tortorella S, Villalta F, Lepesheva GI..  (2014)  Structural basis for rational design of inhibitors targeting Trypanosoma cruzi sterol 14α-demethylase: two regions of the enzyme molecule potentiate its inhibition.,  57  (15): [PMID:25033013] [10.1021/jm500739f]

2. De Vita D, Pandolfi F, Cirilli R, Scipione L, Di Santo R, Friggeri L, Mori M, Fiorucci D, Maccari G, Arul Christopher RS, Zamperini C, Pau V, De Logu A, Tortorella S, Botta M..  (2016)  Discovery of in vitro antitubercular agents through in silico ligand-based approaches.,  121  [PMID:27240272] [10.1016/j.ejmech.2016.05.032]

Source

Source(1):

• Scientific Literature